Driving Jobs in Chicago Heights, IL — Start This Week

As of April 2026, there are 30+ open driving positions in Chicago Heights, IL. Current pay ranges from $800 to $8,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

United Parcel Service (UPS)

Immediate Opening in Chicago Heights for a UPS Package Delivery Driver

Chicago Heights, IL

$4,000 - $7,500

Heavy Freight Logistics

Immediate Opening in Chicago Heights for a Independent Contractor

Chicago Heights, IL

$5,000 - $8,500

Final Mile Delivery Co.

Independent Contractor Driver-Final Mile

Chicago Heights, IL

$3,000 - $5,500

Grubhub

Grubhub Bicycle & Scooter Courier

Chicago Heights, IL

$2,875 - $5,175

Regional Expedite Logistics

Chicago Heights Contractor Independent Contractor Driver-Long Distance

Chicago Heights, IL

$3,500 - $6,000

Grubhub

Weekend Grubhub Delivery Professional

Chicago Heights, IL

$2,002 - $3,458

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Chicago Heights, IL

$800 - $1,800

Grubhub

Grubhub Shop and Pay Driver

Chicago Heights, IL

$3,080 - $5,280

Local Shopper Partners

Courier needed in Chicago Heights(Apply Now)

Chicago Heights, IL

$2,100 - $3,675

Secure Document Couriers

Independent Contractor Driver-Night Shift Legal/document

Chicago Heights, IL

$2,800 - $5,000

Midday Logistics Co.

Evening Role:Driver Opportunity(Chicago Heights)

Chicago Heights, IL

$1,000 - $2,000

Suburban Delivery Network

Student Friendly:Driver Opportunity(Chicago Heights)

Chicago Heights, IL

$2,800 - $4,800

Driving Jobs in Chicago Heights — FAQ

How many driving jobs are available in Chicago Heights, IL right now?
There are currently 30+ open driving positions in Chicago Heights, IL. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Chicago Heights?
Driving job pay in Chicago Heights varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Chicago Heights?
Yes. Many delivery driver, courier, and DSP positions in Chicago Heights require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Chicago Heights?
Driving jobs in Chicago Heights offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Chicago Heights?
Benefits vary by employer, but many driving positions in Chicago Heights offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Chicago Heights?
Your take-home pay as a driver in Chicago Heights depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Chicago Heights?
Yes, many driving positions in Chicago Heights are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 30+ listings above and apply directly.

Last updated: April 26, 2026